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4-Meth­oxy­quinolinium-2-carboxyl­ate dihydrate

The title hydrated quinoline derivative, C(11)H(9)NO(3)·2H(2)O, crystallizes as a zwitterion in which the quinoline N atom is protonated. The quinoline ring is essentially planar, with a maximum deviation of 0.017 (2) Å. An intra­molecular N—H⋯O hydrogen bond between the protonated N atom and the O...

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Detalles Bibliográficos
Autores principales: Hemamalini, Madhukar, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051487/
https://www.ncbi.nlm.nih.gov/pubmed/21523101
http://dx.doi.org/10.1107/S1600536811001541
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author Hemamalini, Madhukar
Fun, Hoong-Kun
author_facet Hemamalini, Madhukar
Fun, Hoong-Kun
author_sort Hemamalini, Madhukar
collection PubMed
description The title hydrated quinoline derivative, C(11)H(9)NO(3)·2H(2)O, crystallizes as a zwitterion in which the quinoline N atom is protonated. The quinoline ring is essentially planar, with a maximum deviation of 0.017 (2) Å. An intra­molecular N—H⋯O hydrogen bond between the protonated N atom and the O atom of the carboxyl­ate group in the zwitterion forms an S(5) ring motif. In the crystal, the zwitterions are connected into inversion dimers via pairs of N—H⋯O and C—H⋯O hydrogen bonds with R (2) (2)(4) and R (1) (2)(6) motifs. The water mol­ecules are connected via O—H⋯O hydrogen bonds, forming supra­molecular chains along the c axis. Furthermore, the chains and the dimers are connected via O—H⋯O hydrogen bonds, forming ladder-like supra­molecular ribbons along the c axis.
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spelling pubmed-30514872011-04-26 4-Meth­oxy­quinolinium-2-carboxyl­ate dihydrate Hemamalini, Madhukar Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title hydrated quinoline derivative, C(11)H(9)NO(3)·2H(2)O, crystallizes as a zwitterion in which the quinoline N atom is protonated. The quinoline ring is essentially planar, with a maximum deviation of 0.017 (2) Å. An intra­molecular N—H⋯O hydrogen bond between the protonated N atom and the O atom of the carboxyl­ate group in the zwitterion forms an S(5) ring motif. In the crystal, the zwitterions are connected into inversion dimers via pairs of N—H⋯O and C—H⋯O hydrogen bonds with R (2) (2)(4) and R (1) (2)(6) motifs. The water mol­ecules are connected via O—H⋯O hydrogen bonds, forming supra­molecular chains along the c axis. Furthermore, the chains and the dimers are connected via O—H⋯O hydrogen bonds, forming ladder-like supra­molecular ribbons along the c axis. International Union of Crystallography 2011-01-22 /pmc/articles/PMC3051487/ /pubmed/21523101 http://dx.doi.org/10.1107/S1600536811001541 Text en © Hemamalini and Fun 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Hemamalini, Madhukar
Fun, Hoong-Kun
4-Meth­oxy­quinolinium-2-carboxyl­ate dihydrate
title 4-Meth­oxy­quinolinium-2-carboxyl­ate dihydrate
title_full 4-Meth­oxy­quinolinium-2-carboxyl­ate dihydrate
title_fullStr 4-Meth­oxy­quinolinium-2-carboxyl­ate dihydrate
title_full_unstemmed 4-Meth­oxy­quinolinium-2-carboxyl­ate dihydrate
title_short 4-Meth­oxy­quinolinium-2-carboxyl­ate dihydrate
title_sort 4-meth­oxy­quinolinium-2-carboxyl­ate dihydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051487/
https://www.ncbi.nlm.nih.gov/pubmed/21523101
http://dx.doi.org/10.1107/S1600536811001541
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AT funhoongkun 4methoxyquinolinium2carboxylatedihydrate